对映选择合成
化学
分子内力
硝基苯
烯丙基重排
废止
钌
催化作用
立体化学
药物化学
动力学分辨率
产量(工程)
有机化学
冶金
材料科学
作者
Qi Xing,Chun Ming Chan,Yiu-Wai Yeung,Wing‐Yiu Yu
摘要
We report the Ru-catalyzed enantioselective annulation of 1,4,2-dioxazol-5-ones to furnish γ-lactams in up to 97% yield and 98% ee via intramolecular carbonylnitrene C-H insertion. By employing chiral diphenylethylene diamine (dpen) as ligands bearing electron-withdrawing arylsulfonyl substituents, the reactions occur with remarkable chemo- and enantioselectivities; the competing Curtius-type rearrangement was largely suppressed. Enantioselective nitrene insertion to allylic/propargylic C-H bonds was also achieved with remarkable tolerance to the C═C and C≡C bonds.
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